Synthesis and biological activity of novel ester derivatives of N3-(4-metoxyfumaroyl)-(S)-2,3-diaminopropanoic acid containing amide and keto function as inhibitors of glucosamine-6-phosphate synthase

• Novel esters derivatives of N3-4-metoxyfumaroyl-(S)-2,3-diaminopropanoic acid were synthesized.
• Antimicrobial and inhibition activity of new compounds were evaluated.
• Esters derivatives of FMDP with keto function display good anticandidal activity and inhibitory properties against glucosamine-6-phosphate synthase.
• Molecular modeling studies were performed.

A short series of novel ester derivatives of N3-4-metoxyfumaroyl-(S)-2,3-diaminopropanoic acid (FMDP) containing amide or keto functions have been designed and synthesized. Their antifungal activity and inhibitory properties toward fungal glucosamine-6-phosphate synthase has also been evaluated. The obtained compounds 11–13 and 15–17 demonstrated good antifungal activity against Candida albicans. Compounds 11–13 displayed also potent inhibitory activity against fungal glucosamine-6-phosphate synthase, comparable to that of FMDP.

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